Subject: ORGLIST: Research talks by eminent scientists
Members of this list might be interested in our collection of video/chemical materials
at
http://www.ch.ic.ac.uk/video/
Here, we have offered archive video materials from our Institute, relating to
members, past and present of our department, and two very recent research
seminars that were recorded here. One talk (Charles Rees)
is linked to 3D models of the molecules, for which you will need a plugin
such as Chime or Chem3D.
We expect to add to this collection on a regular basis.
Legal bit: this material is all copyrighted, and no unauthorised use for
republication is permitted.
I believe other similar collections exist, although I am not aware
of any good index of such materials. If anyone knows of similar
projects at their own institute, please let this list or me know!
If anyone wants details of how the stuff was made (and how much
it cost!) please contact me.
--
Henry Rzepa. +44 (0)20 7594 5774 (Office) +44 (0)20 7594 5804 (Fax)
Dept. Chemistry, Imperial College, London, SW7 2AY, UK.
http://www.ch.ic.ac.uk/rzepa/
__________________
Date: Thu, 17 Feb 2000 17:29:36 -0500 (EST)
From: Arthur Cammers-Goodwin
Subject: Re: ORGLIST: Elemental analysis
On Tue, 15 Feb 2000, Jonas Nilsson wrote:
> I'm having some trouble with my elemental analysis of some of my
> compounds. The ones which gives me trouble are all aromatic amidines
> Ar-C(=NH)-NH2. This is an example of how it works out:
Your materials probably contain water. A portion of the material may be in
the protonated state. Recalculate the expected values from adjusted water
content to see if the experimental C,H, N numbers become more accurate and
stay within acceptable levels of precision. At that point you have some
choices. This can be done with any spread sheet program.
Arthur Cammers-Goodwin
Department of Chemistry
University of Kentucky
Lexington, KY 40506-0055
606-323-8977 voice
606-323-1069 fax
acgood1@pop.uky.edu
http://www.chem.uky.edu/research/cammers/cammerscv.html
__________________
Date: Sat, 19 Feb 2000 12:15:28 -0000
From: "Darren Rhodes"
Subject: ORGLIST: Japanese Patent
Would anyone be prepared to help me by translating a patent from Japanese to
Englsih, please? The patent concerns the biotransformation of a racemic
lactone to an enantiomerically enriched hydroxy acid leaving the chiral
antipode as the lactone. The paper then goes on to describe how the chiral
hydroxy acid is converted back to the lactone (which is now
enantiometrically enriched).
I am interested in the details of how this chemistry is controlled (not the
enzyme part: that's trivial; rather, the control of lactone to hydroxy acid
to lactone). In anticipation ... thanks. Darren.
ps the patent is seven pages.
__________________
Date: Sun, 20 Feb 2000 07:12:13 +0100
From: Shu-Kun Lin
Organization: MDPI (http://www.mdpi.org)
Subject: ORGLIST: Invitation from new Editor-in-Chief of MOLECULES
Dear colleague:
I would like to invite you to contribute a review or research
paper for consideration and publication in MOLECULES
(ISSN 1420-3049) at the http://www.mdpi.org/molecules/
website.
Because it is a free online journal, papers published in
MOLECULES receive very high publicity. Authors who have
published in MOLECULES have informed us that they receive
many more reprint requests than for other papers. It has been
indexed and abstracted by several leading indexing and
abstracting services, including Chemical Abstracts; CAPLUS;
Science Citation Index Expanded; SciSearch, Research Alert;
Chemistry Citation Index; Current Contents/Physical, Chemical
& Earth Sciences.
Please send your manuscripts to Dr. Derek J. McPhee, the
Assistant Editor of MOLECULES, by e-mail:
mcphee@mdpi.org.
Thank you in advance for your kind support. Looking forward
to hearing from you soon.
Sincerely,
Reinhard Neier
Prof. Dr. Reinhard Neier
Editor-in-Chief of MOLECULES
(http://www.mdpi.org/molecules/)
Institut de Chimie, University of Neuchatel
Av. Bellevaux 51, CH-2000 Neuchatel, Switzerland,
Phone: +41 32 718 2428, FAX: +41 32 718 2511,
E-mail Reinhard.Neier@ich.unine.ch
__________________
Date: Mon, 21 Feb 2000 14:01:05 +0100
From: Lichun Chen
Subject: ORGLIST: How to dissove nylon 11
Dear Chemists:
I try to dissolve nylon 11 by organic solvent, could you please give
me a suggestion about the solvent and method to dissolve nylon 11.
I am looking forwards o your reply.
Sincerely yours
Lichun Chen
__________________
Date: Mon, 21 Feb 2000 09:31:51 EST
From: DanKruh@aol.com
Subject: ORGLIST: Organic Solvent For Nylon 11
Re: Lichun Chen's request on the above subject, we used to commercially
dissolve nylon in hot, molten phenol for use as a coating for copper wire.
This coating was used as electrical insulation. I don't recall which specific
nylon was used or the percentage that dissolved, but I remember that the
phenol needed to be water-free to the extent possible in a commercial grade.
Based on this, I would suggest to try phenol.
Daniel Kruh, Ph.D.
Poly(Chem-Tech)
E. Brunswick, NJ, USA
__________________
From: DanKruh@aol.com
Subject: ORGLIST: Phenol As Solvent For Nylon: Safety Comment
Subj: Organic Solvent For Nylon 11
Date: 2/21/00
To: orglist@dq.fct.unl.pt
Re: Lichun Chen's request on the above subject, we used to commercially
dissolve nylon in hot, molten phenol for use as a coating for copper wire.
This coating was used as electrical insulation. I don't recall which specific
nylon was used or the percentage that dissolved, but I remember that the
phenol needed to be water-free to the extent possible in a commercial grade.
Based on this, I would suggest to try phenol.
Please note, however, phenol is extremely dangerous and toxic. It easily
burns the skin and will pass into the blood stream rapidly. Safety
precautions are necessary.
Daniel Kruh, Ph.D.
Poly(Chem-Tech)
E. Brunswick, NJ, USA
__________________
Date: Tue, 22 Feb 2000 09:25:12 -0500 (GMT)
From: Prof T P radhakrishanan
Subject: None
>From :
Dr.T.P.Radhakrishnan
School of Chemistry
University of Hyderabad
India
tprsc@uohyd.ernet.in
Hello !
Can someone enlighten me on what polymer is used in synthetic
turfs for (field) hockey ?
Thanks in advance
Radhakrishnan
__________________
Date: Tue, 22 Feb 2000 14:46:51 +0530 (IST)
From: A De
Subject: ORGLIST: methoxyindole
>From : Dr Asish De
Can any body give me any reference of convenient synthesis of
4-methoxyindole.
Thanks
Asish
__________________
Date: Tue, 22 Feb 2000 13:33:57 +0100
From: Jonas Nilsson
Subject: ORGLIST: New analysis results on the elemental analysis issue
Hello
I've just got som new analysis results on my troublesome amidines.
After drying for 3 hours at 90 deg centigrade in vacuum a new analysis
was made.
This is the results:
Theory : First result : Rigourus drying result
C 64.0%:51.7%:59.9%
H 6.4%:5.3%:5.7%
N 13.4%:11.4%:11.4%
Ash content 900 deg centigrade in air overnight:8.9%
The new analysis results are now within publicable (0.26% from theory)
limits if i use the following contaminants:
13.2288% CH3COOH (1.066eq)
8.1516% CO2 (0.896eq)
However this does not seem very good... The total amount of base
(CHCOOH/CO2) should not be much above one equivalent. There shoult also
be some water and it is not possible to match against CH3COOH/H2CO3 for
instance.
Maybe the different values is due to degradation at 90 deg.
There is also the ash content. 8.9%! This much cannot be inorganic
contamininant. Remember I have run RP-HPLC with MeOH/H2O/CH3COOH just
before. I have no explanation of this.
Does anybody know any compound containing only CHNO that will not
evaporate off at 900 deg. in air? Could some of my sample be left in the
elemental analysis apparatus?
What is wrong with theese amidines?
/jN
--
_____________________ _____________________
| Jonas Nilsson | | |
|Linkoping University | | Telephone |
| IFM | | --------- |
| Dept. of Chemistry | | work: +46-13-285690 |
| 581 83 Linkoping | | fax: +46-13-281399 |
| Sweden | | home: +46-13-130294 |
|_____________________| |_____________________|
__________________
Date: Tue, 22 Feb 2000 17:21:22 +0100
From: Jonas Nilsson
Subject: ORGLIST: Summary of elemental analysis issue
Hello again.
This is the proposals I got with som comments of mine.
--------------------------------------------------
From: robert eckl
Are you really sure that your amidines do not contain chlorine or other
halogens (HCl-or TFA-salt) ?
Comment: Pretty sure. The samples were hydrogenated too lose a Z-protecti=
On group on the amidine and then run on reversed phase HPLC (C18-column)
----------------------------------------------------
From: "Roux, Stephane"
Hi,
What was the HPLC column used for separation?
Normal or Reversed phase? and in case of the latter, (CH3)3-Si- treated
after
grafting?
I'm thinking that silica may have been dissolved.
Comment: I'm using reversed phase (C18) column. I don't thing it is
"endcapped". However i've run through 1000ml of solvant wothout any
measurable amound of residue. The only way it could be silica is if the
amidine somehow catalyzed the silica dissolution?!? Anyone ever heard
anything similar?
----------------------------------------------
From: Bob Gawley
What about inorganics?
Comment: Se the above. Inorganics shouldn't go through column.
------------------------------------------
From: "Manuel Toennis"
Could it be, that your amidines act as ligands for some metal
involved in the synthesis? (b, al form NaBH4/LAH)......
There must be something inorganic, a organic stuff remaining intact
at 900 =B0C can bring you the nobel prize :-)
Comment: I've thought about that. I do catalytic hydrogenation in palladi=
Um on carbon. Maybee the palladium can act as a ligand on the amidine. Can I
please get a second opinion on this. The Palladium is hovever just in
catalytic and not in equimolar amount. The NMR should then show two sets =
of peaks (one with and one without palladium ligand).
--------------------------------------------
--
_____________________ _____________________
| Jonas Nilsson | | |
|Linkoping University | | Telephone |
| IFM | | --------- |
| Dept. of Chemistry | | work: +46-13-285690 |
| 581 83 Linkoping | | fax: +46-13-281399 |
| Sweden | | home: +46-13-130294 |
|_____________________| |_____________________|
__________________
Date: 22 Feb 2000 08:19:38 -0800
From: Mauricio Esguerra
Subject: ORGLIST: Dodecanol from dodecyl bromide
Hello
I am an undergraduate chemistry student in Colombia South America. Right now I am doing a project with one of my teachers and I need to get dodecanol from dodecyl bromide. I have searched my university library thoroughly and have not found any experimental book or information about its process and yielding.
I would greatly appreciate anyone who can point me to good references on this.
I have of course already searched at March, Vogel, Wagner, and others with no success.
Thank you very much.
__________________
Date: Tue, 22 Feb 2000 09:15:55 -0800 (PST)
From: antonio regla
Subject: ORGLIST: Mechanism of 5,5-diphenylhydantoin
Dear List Members:
I am looking for the mechanism of the formation of
5,5-diphenylhidantoin from the reaction of benzil plus
urea under basic conditions. I have seen one mechanism
in an old lab manual, and it doesn't seem very likely
to me. Some of the steps seem unreasonable, I get the
feeling it is one of those mechanism proposed by
someone pressed for time. I would appreciate if
someone could point me in the right direction to find
information on a more reasonable mechanism. Thank you
all for your help.
Sincerely,
J. Antonio Regla
Chemistry Professor
School of Pharmacy
Universidad Autonoma del Estado de Morelos
Cuernavaca, Mexico
__________________
Date: Wed, 23 Feb 2000 09:18:32 +1100
From: RAB
Subject: RE: ORGLIST: Mechanism of 5,5-diphenylhydantoin
This is also known as dilantin, used clinically as an antiepileptic drug.
We used to run a a student lab making the stuff from benzil and urea. The
ref is Wilcox and Wilcox, Experimental Organic Chemistry, Prentice-Hall
1995.
The mechanism is pretty starightforward and reasonable under the basic
conditions in which the experiment is run.
Russell
*******************************************************
Russell A. Barrow, PhD
Department of Chemistry
Australian National University
Canberra, ACT 0200
Ph: (02) 6249 3419
Fax: (02) 6249 0760
Web: http://chemserver.anu.edu.au/rab
*******************************************************
__________________
Date: Tue, 22 Feb 2000 14:32:33 -0800
From: "Chapman, Robert D"
Subject: ORGLIST: Postdoc position announcement
POSTDOCTORAL RESEARCH FELLOWSHIP
ORGANIC SYNTHESIS
The Chemistry and Materials Division of the Research Department (Naval
Aviation Science & Technology Office) at the Naval Air Warfare Center
Weapons Division, China Lake, California anticipates the availability of a
postdoctoral research fellowship commencing in the last half of Fiscal Year
2000 (i.e., April-September 2000) in one or more of the following
specialties of organic synthesis: organic nitramines; nitroaliphatic
chemistry; saturated nitrogen heterocycles such as diazocines, pyrimidines,
and azetidines; difluoramine and its derivatives; energetic fluorine
chemistry; nitroheteroaromatic chemistry; organic laser dye chemistry;
organic dendrimer chemistry. Upon formal application, candidates will
develop a short research proposal of mutual interest. The annual stipend
ranges from $36,000-$45,000 depending on postgraduate experience. Benefits
include relocation expenses, medical and life insurance, and a professional
travel allowance. Consult the program's Web sites:
http://www.asee.org/postdoc/default.htm and
http://www.onr.navy.mil/sci_tech/special/onrpgaju.htm . The Chemistry and
Materials Division provides state-of-the-art instrumentation and laboratory
facilities in a stimulating atmosphere, located 150 miles north of Los
Angeles in the Mojave Desert. Read about the facilities (ASEE's Web page):
http://www.asee.org/fellowship/html/lab1.htm#nawcwd . U.S. CITIZENSHIP
REQUIRED. The next application deadline is 1 April 2000, and downselection
of interested candidates will occur in early March 2000. Write or call the
principal investigator to express interest: Dr. Robert Chapman, Naval Air
Warfare Center Weapons Division (Code 4T4200D), China Lake, CA 93555; phone
(760) 939-1663.
__________________
Date: Wed, 23 Feb 2000 15:25:48 +1100
From: Robyn L Crumbie
Subject: RE: ORGLIST: Mechanism of 5,5-diphenylhydantoin
We also use this as an undergraduate experiment, ref. Mohrig et al
"Experimental Organic Chemistry: A Balanced Approach", Freeman, 1 998. I
presume the mechanism is 2 nucleophilic additions, followed by a
pinacol-type rearrangement.
Dr Robyn L Crumbie FRACI
Department of Chemistry, UWS Macarthur
PO Box 555
Campbelltown 2560
AUSTRALIA
__________________
Date: Wed, 23 Feb 2000 14:59:04 +0900
From:
Subject: ORGLIST: About 4-aminobenzoic acid methyl ester synthesis
Dear ALL.
I am looking for a patent or reference to concern with 4-aminobenzoic acid
methyl ester(Methyl 4-aminobenzoate) synthesis.
If you have any information about this, Please let me know.
Kind Regards,
Masanori Takasuka
e-mail: arimoto2@mb.infoweb.ne.jp
__________________
Date: Tue, 22 Feb 2000 22:56:45 -0800 (PST)
From: Rudi Riyanto
Subject: ORGLIST: chlorophyll
1. We had isolated chlorophylls from spinach leaves,
using this following method : after we got spinach
leaves extract / aceton, we added it with the
appropriate amount of CaCO3. The mixture was stirred
well and filtered using buchner flask. When the
filtrate was measured by spectrophotometri it showed
three peaks at 662, 430, 410 nm respectively as shown
in the literature. Is the isolated chloropyll pure, if
not do we need to do other tests such as TLC, paper
chromathography or other methods ?
2. By double beam spectrophotometer (UV-Vis Shimadzu
160A), how do we know the difference between
chlorophyll, pheophytin, Fe-pheophytin (heme),
Co-pheophytin ?
3. What's the colour of pheophytin, Fe-pheophytin,
Co-pheophytin ?
4. How do we get pheophytin, Fe-pheophitin,
Co-pheophytin from chlorophyll ? Can you explain it
more details ?
__________________
Date: Wed, 23 Feb 2000 08:53:38 +0100
From: "Schuit, ing. R.C."
Subject: RE: ORGLIST: Dodecanol from dodecyl bromide
Dear Mauricio,
Dissolve your dodecylbromide in EtOH/DMSO (70/100) and add 3 eq. of NaOAc
and reflux for 18h. Checked by GC. When the startingmaterial (RX) is
disapeared cooled the mixture down and add 1 volume of water. Extract with
Hexane/Et2O (1:1). Wash your organic fases with brine and water, dry on
MgSO4 or NaSO4 and evaporate the solvent. Purify the acetate with flash
chromatography (2% EtOAc/hexane). You have now the pure acetate.
Saponificate the acetate in 5% KOH/EtOH by refluxing voor 4h. Extract with
hexane/Et2O (1:1). Wash the extracts with brine and water, dry and evaporate
the solvent. Purify with flash chromatography with 5% EtOAc/hexane
Good luck!
Cheers,
Robert C. Schuit
_\\^//_
(`!O-0!')
-----------------------------ooO-(_)-Ooo--------------------------------
"If the left side of your brain controls the right side of your
body, then only left handed people are in their right mind."
> ----------
> From: Mauricio Esguerra
> Sent: dinsdag 22 februari 2000 20:19
> To: Multiple recipients of list orglist
> Subject: ORGLIST: Dodecanol from dodecyl bromide
>
>
> Hello
>
> I am an undergraduate chemistry student in Colombia South America. Right
> now I am doing a project with one of my teachers and I need to get
> dodecanol from dodecyl bromide. I have searched my university library
> thoroughly and have not found any experimental book or information about
> its process and yielding.
> I would greatly appreciate anyone who can point me to good references on
> this.
> I have of course already searched at March, Vogel, Wagner, and others with
> no success.
>
> Thank you very much.
__________________
Date: Wed, 23 Feb 2000 15:48:35 +0100 (MET)
From: Daniel Trachsel
Subject: ORGLIST:
We wish to synthesize demecolcine, starting from colchicine.
theoretically,a deacylation and then monomethylation would yield the
needed compound.
There are several experiments in Helv. Chim. Acta 1954 to methylate
directly the colchicine (which is an acetamide) without any or only little
success. Then, there are reactions to produce the unacylated amine in very
good yields. But how to monomethylate it under very mild conditions? The
methoxy-group on the tropone-ring is very unstable against acids and/or
bases. To formylate the amine (with ethylformate) and then reduce to the
corresponding methylamine would give a lot of byproducts (colchicine itself with
NaBH4 gave a reduction on the carbonyl-group on the tropone-ring). To
protect the oxo-group of the tropone-ring (to prevent from reduction or even
1,4-Additions) as an cyclic acetal(ethylenedioxy), catalyzed with TsOH in benzene
afforded some other products (maybe the TsOH did demethylate on the
tropone-ring).
If someone has an idea for this synthesis, please send it to:
daniel_trachsel@gmx.ch
Thanks and greetings daniel.
--
Sent through Global Message Exchange - http://www.gmx.net
__________________
Date: Wed, 23 Feb 2000 11:26:03 -0800
From: "Chapman, Robert D"
Subject: ORGLIST: Dodecanol from dodecyl bromide
Here are some references to this general transformation from my files, which
are by no means complete.
March, J. "Advanced Organic Chemistry" (4th ed.), p. 370;
Vogel, A.I. "Practical Organic Chemistry" (3rd ed.), pp. 247-249: though not
explicit, a straightforward route is suggested by the examples of reactions
of Grignard reagents, e.g., the Grignard from bromododecane to be hydrolyzed
by water;
Larock, R.C. "Comprehensive Organic Transformations", p. 481, several
references;
Hutchins, R.O. J. Org. Chem. 1983, 48, 1360 (dodecanol from bromododecane in
94% yield);
Gingras, M. Tetrahedron Lett. 1989, 279;
Alexander, J., Amer. Chem. Soc. 209th Nat. Meeting, April 1995, abstract
ORGN 277;
Patai & Rappaport, "The Chemistry of halides, pseudo-halides and azides,
Supplement D2", p. 718;
Ruddick, C.L. Synthesis 1996, 1359;
Sawamura, M. Chem. Lett. 1997, 705.
Robert D. Chapman, Ph.D.
Chemistry & Materials Division (Code 4T4200D)
Naval Air Warfare Center Weapons Division
China Lake, CA 93555 USA
__________________
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